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Metal‐Free CN‐ and NN‐Bond Formation: Synthesis of 1,2,3‐Triazoles from Ketones, N ‐Tosylhydrazines, and Amines in One Pot
Author(s) -
Chen Zhengkai,
Yan Qiangqiang,
Liu Zhanxiang,
Zhang Yuhong
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201405057
Subject(s) - regioselectivity , chemistry , iodine , transition metal , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis
A novel synthetic approach toward 1,4‐disubstituted 1,2,3‐triazoles by CN‐ and NN‐bond formation has been established under transition‐metal‐free conditions. Complete control of the regioselectivity was successfully achieved. Commercially available anilines, ketones, and N ‐tosylhydrazine were treated with molecular iodine in one pot to allow the regioselective generation of 1,4‐disubstituted 1,2,3‐triazoles in high yields without the use of azides.